Hi
A lot time ago, i bought this shirt. But i dont know in which combination should i wear this shirt. Any idea?

What do you recommend, shirt stuck to a belt or free hanging?
If i wear this shirt in "free hanging" style, is too long in front and behind. But if i wear this shirt in "stuck to a belt" style, i have in a part of the back so more goods. Maybe is the solution seamstress...

Does anyone have any suggestions as what to wear with these shorts. I have a few basic tshirts and polos but I was thinking something a bit dressier

I also have been told I need to wear a baseball cap to protect myself from the sun and bought a GANT one very similar to this. Mine just has a bigger logo on it. I have never been a hat person though, so any rules or suggestions on wearing a hat?

Seersucker (the fabric those shorts are made out of) is a casual summer fabric. Paired with the fact that these are shorts with tennise racquets on them, and it's going to be difficult to go smart. The only thing you could do is go all-out American, country club prep - stone linen jacket, oxford shirt, oxblood penny loafers. Big look though, so think carefully before going for it! Would look good with just a polo and loafers though.

As for the hat, baseball caps are definitely not the one, especially if you are going for a dressier look in general. If it's just a summer thing, then how about a panama, or straw trilby?